Entire home
Boutique Historic Cedar Home 2 blocks from the Waterfront, USNA and Main Street
Photo gallery for Boutique Historic Cedar Home 2 blocks from the Waterfront, USNA and Main Street





Reviews
10 out of 10
Exceptional
3 bedrooms 3+ bathrooms Sleeps 8
Popular amenities
Explore the area

Annapolis, MD
- Annapolis City Dock2 min walk
- U.S. Naval Academy2 min walk
- Navy-Marine Corps Memorial Stadium3 min drive
- Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)34 min drive
Rooms & beds
3 bedrooms (sleeps 8)
2nd Floor King Suite
1 King Bed
2nd Floor Queen
1 Queen Bed
Main Floor Family Room
1 Double Sofa Bed
Top Floor King Suite
1 King Bed
3 bathrooms, 1 half bathroom
2nd Floor Hall Full
Bathtub or shower · Toilet
2nd Floor Suite Full
Toilet · Shower only
3rd Floor Full
Bathtub or shower · Toilet
Main Floor Powder Room
Toilet
Spaces
Kitchen
Separate dining area
Garden
Dining area
About this property
Boutique Historic Cedar Home 2 blocks from the Waterfront, USNA and Main Street
Step into Annapolis history at this beautifully restored three-story cedar home. Built in the late 18th century, this property is recognized in the Historic District’s National Registry as one that “embodies the distinctive characteristics of a period.” Over the centuries, it has served as a shoemaker’s store, an inn, and the residence of an Italian immigrant who played in the U.S. Naval Academy band. Later converted into three apartments, the home was thoughtfully restored in the 1970s and newly-renovated into the elegant single-family dwelling it is today.
Main Level Living
Enter through the front door to a spacious family room, perfect for relaxing after a day of exploring downtown Annapolis. With a plush queen sleeper sofa and a large flatscreen TV, this room doubles as a cozy gathering space or extra sleeping option. Original wood floors run throughout, creating warmth and character. The Main level, and all 3 bedrooms, each have their own flatscreen TV.
The adjoining dining room features a restored built-in hutch and seating for six. The full kitchen is stocked with everything needed for preparing meals at home, while a convenient powder room completes the main floor. From the kitchen, step outside to the fenced-in backyard with Adirondack chairs and a propane grill—an intimate spot for morning coffee or evening cookouts. The home is located just a 2-minute walk to City Dock, Main Street, State Circle, and the Naval Academy entrance.
**Parking is not on premises!! A dedicated parking spot at nearby garage (15-minute walk from the house) is provided. Please contact us for details.
SLEEPING ARRANGEMENTS 3 BR / 3.5 BA / Sleeps 8:
Top Floor King Suite:
King Bed
Ensuite Full Bath with double vanity, shower/bathtub combo and walk-in closet
2nd Floor King Suite:
King Bed
Ensuite Full Bath with stand-up shower
2nd Floor Queen Guestroom
Queen Bed
Full Bath in the Hall with shower/bathtub combo
Main Level
Full Sleeper Sofa
Powder room on Main Floor and shared Full Bath in the Hall on the 2nd Floor
Amenities & Highlights
Private fenced yard with Adirondack seating and propane grill
Fully equipped kitchen
Dining table with seating for 6
WiFi & big screen TVs in every bedroom and the Family Room
Luxury linens & complimentary starter toiletries
Washer & dryer inside the home
Contactless check-in via coded front door entry
Non-smoking property
Property Distance to:
- U.S. Naval Academy – 2 blocks
- Washington, DC – 30 miles
- Baltimore - 25 miles
***************
*Amenity & Supplies starter pack, coffees and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid.
* All beds are ready made for you with freshly laundered sheets & towels.
House Rules
Reservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking/no pets. Please respect the neighbors and neighborhood.
Check-in time: 4:00 pm
Check-out time: 11:00 am
Blending centuries-old charm with modern amenities, this property offers the ideal downtown Annapolis getaway—whether you’re visiting for the Naval Academy, a weekend retreat, or a family celebration.
Main Level Living
Enter through the front door to a spacious family room, perfect for relaxing after a day of exploring downtown Annapolis. With a plush queen sleeper sofa and a large flatscreen TV, this room doubles as a cozy gathering space or extra sleeping option. Original wood floors run throughout, creating warmth and character. The Main level, and all 3 bedrooms, each have their own flatscreen TV.
The adjoining dining room features a restored built-in hutch and seating for six. The full kitchen is stocked with everything needed for preparing meals at home, while a convenient powder room completes the main floor. From the kitchen, step outside to the fenced-in backyard with Adirondack chairs and a propane grill—an intimate spot for morning coffee or evening cookouts. The home is located just a 2-minute walk to City Dock, Main Street, State Circle, and the Naval Academy entrance.
**Parking is not on premises!! A dedicated parking spot at nearby garage (15-minute walk from the house) is provided. Please contact us for details.
SLEEPING ARRANGEMENTS 3 BR / 3.5 BA / Sleeps 8:
Top Floor King Suite:
King Bed
Ensuite Full Bath with double vanity, shower/bathtub combo and walk-in closet
2nd Floor King Suite:
King Bed
Ensuite Full Bath with stand-up shower
2nd Floor Queen Guestroom
Queen Bed
Full Bath in the Hall with shower/bathtub combo
Main Level
Full Sleeper Sofa
Powder room on Main Floor and shared Full Bath in the Hall on the 2nd Floor
Amenities & Highlights
Private fenced yard with Adirondack seating and propane grill
Fully equipped kitchen
Dining table with seating for 6
WiFi & big screen TVs in every bedroom and the Family Room
Luxury linens & complimentary starter toiletries
Washer & dryer inside the home
Contactless check-in via coded front door entry
Non-smoking property
Property Distance to:
- U.S. Naval Academy – 2 blocks
- Washington, DC – 30 miles
- Baltimore - 25 miles
***************
*Amenity & Supplies starter pack, coffees and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid.
* All beds are ready made for you with freshly laundered sheets & towels.
House Rules
Reservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking/no pets. Please respect the neighbors and neighborhood.
Check-in time: 4:00 pm
Check-out time: 11:00 am
Blending centuries-old charm with modern amenities, this property offers the ideal downtown Annapolis getaway—whether you’re visiting for the Naval Academy, a weekend retreat, or a family celebration.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space
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- Washer
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10.0 out of 10, (51 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed, service animals permitted
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
About the area
Annapolis
Located in Historic District, a neighbourhood in Annapolis, this holiday home is near theme parks. The area's natural beauty can be seen at Jonas Green State Park and Sandy Point State Park, while The Colonial Players and Hammond-Harwood House are cultural highlights. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Annapolis, MD
What's nearby
- Annapolis City Dock - 2 min walk - 0.2 km
- U.S. Naval Academy - 2 min walk - 0.2 km
- Maryland State House - 3 min walk - 0.3 km
- Annapolis Maritime Museum - 2 min drive - 1.8 km
- Navy-Marine Corps Memorial Stadium - 3 min drive - 2.5 km
Getting around
Restaurants
- The Choptank - 4 min walk
- Starbucks - 4 min walk
- McGarvey's Saloon & Oyster Bar - 3 min walk
- Chipotle Mexican Grill - 4 min walk
- Annapolis Market House - 3 min walk
Frequently asked questions
About the host
Hosted by iTrip Vacations Annapolis - Sean Degnan

Languages:
English
Premier Host
They consistently provide great experiences for their guests
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